荆三棱顺式茋类化合物的结构修饰及抗炎活性

 目的 对荆三棱顺式茋类化合物进行结构修饰及体外抗炎活性评价。方法 分别运用甲基化、乙酰化、去甲基化反应对荆三棱中新的顺式茋类化合物sciryagarol I(1)进行结构修饰。采用噻唑蓝(MTT)法考察化合物1及其结构修饰物3~5和荆三棱中另一新顺式茋类化合物sciryagarol II(2)对RAW264.7细胞活力的影响。以脂多糖(LPS)与Pam3csk4分别诱导RAW264.7细胞炎症模型,运用酶联免疫吸附法(ELISA )法检测化合物1~5对细胞释放炎性因子肿瘤坏死因子-ɑ与白细胞介素-6(IL-6)的影响。结果 通过¹H-NMR和HRESI-MS确定修饰物3~5的结构;化合物1,2 和5能显著抑制由LPS或Pam3csk4诱导的RAW264.7细胞释放的炎性因子肿瘤坏死因子-ɑ和白细胞介素-6。结论 修饰物3~5皆为新化合物,顺式茋类化合物的抗炎作用强度与其结构上的酚羟基数目有一定关系。

Structure Modification of Cis-Stilbenoids from the Tubers of Scirpus yagara and Their Anti-Inflammatory Activities

OBJECTIVE To synthesize cis-stilbenoids derivatives and investigate their anti-inflammatory activities in vitro. METHODS Sciryagarol I(1) from the tuber of Scirpus yagara, was used as a primary material. The synthetic derivatives were obtained via methyltion, acetylation, and demethylation. MTT assay was used to detect the effects of compound 1, its synthetic derivatives 3-5 and sciryagarol II(2) on RAW264.7 cells viability. And the inhibitory activities of compounds 1-5 against TNF-ɑ and IL-6 production in LPS- and Pam3csk4-activated RAW264.7 cells were evaluated by ELISA assay. RESULTS The compounds 3-5 were synthesized, and their structures were characterized by ¹H-NMR and HRESI-MS spectra. ELISA assay showed that compounds 1, 2 and 5 significantly inhibited the production of TNF-ɑ and IL-6 from LPS- and Pam3csk4-stimulated RAW264.7 cells. CONCLUSION Three novel compounds 3-5 are synthesized. The number of phenolic hydroxyl in the structure of cis-stilbenoids may be related to their anti-inflammatory activities.